BE445377A - - Google Patents

Info

Publication number

BE445377A

BE445377A BE445377DA BE445377A BE 445377 A BE445377 A BE 445377A BE 445377D A BE445377D A BE 445377DA BE 445377 A BE445377 A BE 445377A

Authority

BE

Belgium

Prior art keywords

sorbose

group

acid

acetone

permanganate

Prior art date

Links

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• CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims description 19
• LKDRXBCSQODPBY-AMVSKUEXSA-N L-(-)-Sorbose Chemical compound OCC1(O)OC[C@H](O)[C@@H](O)[C@@H]1O LKDRXBCSQODPBY-AMVSKUEXSA-N 0.000 claims description 7
• 239000012286 potassium permanganate Substances 0.000 claims description 6
• 239000000243 solution Substances 0.000 claims description 6
• 239000012670 alkaline solution Substances 0.000 claims description 5
• 239000003960 organic solvent Substances 0.000 claims description 5
• 150000001875 compounds Chemical class 0.000 claims description 4
• 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims description 3
• 239000007800 oxidant agent Substances 0.000 claims description 3
• 230000003647 oxidation Effects 0.000 claims description 3
• 238000007254 oxidation reaction Methods 0.000 claims description 3
• 230000002378 acidificating effect Effects 0.000 claims description 2
• 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 2
• 238000000034 method Methods 0.000 claims description 2
• 239000007859 condensation product Substances 0.000 claims 3
• 230000001590 oxidative effect Effects 0.000 claims 2
• 238000004519 manufacturing process Methods 0.000 claims 1
• QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 13
• VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 8
• RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 6
• 229960000583 acetic acid Drugs 0.000 description 5
• 239000002253 acid Substances 0.000 description 4
• NUJOXMJBOLGQSY-UHFFFAOYSA-N manganese dioxide Chemical compound O=[Mn]=O NUJOXMJBOLGQSY-UHFFFAOYSA-N 0.000 description 4
• XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
• 238000001704 evaporation Methods 0.000 description 3
• 230000008020 evaporation Effects 0.000 description 3
• CIWBSHSKHKDKBQ-JLAZNSOCSA-N Ascorbic acid Chemical compound OC[C@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-JLAZNSOCSA-N 0.000 description 2
• ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 2
• KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 2
• 229960005070 ascorbic acid Drugs 0.000 description 2
• 239000011668 ascorbic acid Substances 0.000 description 2
• 238000009835 boiling Methods 0.000 description 2
• SWXVUIWOUIDPGS-UHFFFAOYSA-N diacetone alcohol Chemical compound CC(=O)CC(C)(C)O SWXVUIWOUIDPGS-UHFFFAOYSA-N 0.000 description 2
• 238000000605 extraction Methods 0.000 description 2
• 239000000706 filtrate Substances 0.000 description 2
• 239000012362 glacial acetic acid Substances 0.000 description 2
• 239000000203 mixture Substances 0.000 description 2
• 239000011591 potassium Substances 0.000 description 2
• 229910052700 potassium Inorganic materials 0.000 description 2
• 238000002360 preparation method Methods 0.000 description 2
• 238000010992 reflux Methods 0.000 description 2
• 239000006188 syrup Substances 0.000 description 2
• 235000020357 syrup Nutrition 0.000 description 2
• 230000001131 transforming effect Effects 0.000 description 2
• RGHNJXZEOKUKBD-KKQCNMDGSA-N D-gulonic acid Chemical compound OC[C@@H](O)[C@H](O)[C@@H](O)[C@@H](O)C(O)=O RGHNJXZEOKUKBD-KKQCNMDGSA-N 0.000 description 1
• 241000208818 Helianthus Species 0.000 description 1
• 235000003222 Helianthus annuus Nutrition 0.000 description 1
• FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 1
• GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 description 1
• DKGAVHZHDRPRBM-UHFFFAOYSA-N Tert-Butanol Chemical compound CC(C)(C)O DKGAVHZHDRPRBM-UHFFFAOYSA-N 0.000 description 1
• 235000010323 ascorbic acid Nutrition 0.000 description 1
• 238000001816 cooling Methods 0.000 description 1
• 239000013078 crystal Substances 0.000 description 1
• 239000012530 fluid Substances 0.000 description 1
• 239000007788 liquid Substances 0.000 description 1
• 239000011777 magnesium Substances 0.000 description 1
• 229910052749 magnesium Inorganic materials 0.000 description 1
• XKJLTJCYZRLXMM-JGWLITMVSA-N methyl (2r,3r,4s,5r)-2,3,4,5,6-pentahydroxyhexanoate Chemical compound COC(=O)[C@H](O)[C@H](O)[C@@H](O)[C@H](O)CO XKJLTJCYZRLXMM-JGWLITMVSA-N 0.000 description 1
• 229910017604 nitric acid Inorganic materials 0.000 description 1
• 239000000047 product Substances 0.000 description 1
• 239000011541 reaction mixture Substances 0.000 description 1
• 150000003839 salts Chemical class 0.000 description 1
• 239000002904 solvent Substances 0.000 description 1
• 238000003756 stirring Methods 0.000 description 1
• 239000000126 substance Substances 0.000 description 1
• 150000003509 tertiary alcohols Chemical class 0.000 description 1